Chestnut Hill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Chestnut Hill Vacation Homes

Our top choices for Chestnut Hill vacation homes

Quiet house heated pool & waterfall open all year
A heated pool

Quiet house heated pool & waterfall open all year

10.0 out of 10, Exceptional, (4)
"Place was absolutely perfect. What a gem. House was wonderful and beautiful, the road in front barely had any cars go by. We had no issues with any bugs outdoors, there were plenty but didnt bother us one bit. Property owner was super sweet and helpful!! "
The price is CA $351
CA $614 total
includes taxes & fees
Aug 24 - Aug 25
Quiet house heated pool & waterfall open all year
Welcoming 4-bedroom house with AC in charming Street
Room

Welcoming 4-bedroom house with AC in charming Street

The price is CA $498
CA $853 total
includes taxes & fees
Aug 22 - Aug 23
Welcoming 4-bedroom house with AC in charming Street
* Lovely Gem w/ Perfect Combo of Flair & Class *
Fridge, microwave, oven, stovetop

* Lovely Gem w/ Perfect Combo of Flair & Class *

10.0 out of 10, Exceptional, (54)
"This little duplex is perfect for a couple of people and those traveling with a pet. The improvements made to the backyard, the parking spot, and the interior were all noticeable investments in comfort for guests. I look forward to my next trip to the area. Would definitely stay again"
The price is CA $207
CA $372 total
includes taxes & fees
Aug 27 - Aug 28
* Lovely Gem w/ Perfect Combo of Flair & Class *
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
1 bedroom, iron/ironing board, WiFi, bed sheets

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

The price is CA $95
CA $297 total
includes taxes & fees
Aug 24 - Aug 25
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Interior

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

2.0 star property
9.2 out of 10, Wonderful, (5)
"We had an excellent stay"
The price is CA $220
CA $324 total
includes taxes & fees
Aug 27 - Aug 28
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
* Beautiful Oasis w/ No Detail Spared *
Smart TV

* Beautiful Oasis w/ No Detail Spared *

9.8 out of 10, Exceptional, (44)
"Enjoyed my stay. Very clean and comfortable and the owners answered all my questions promptly."
The price is CA $132
CA $264 total
includes taxes & fees
Aug 24 - Aug 25
* Beautiful Oasis w/ No Detail Spared *
Abingdon Haven Hideaway
Fridge, microwave, oven, stovetop

Abingdon Haven Hideaway

7.0 out of 10, Good, (2)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
The price is CA $162
CA $534 total
includes taxes & fees
Aug 25 - Aug 26
Abingdon Haven Hideaway
Charming 2-bedroom apartment in fantastic Overlea with AC
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom apartment in fantastic Overlea with AC

The price is CA $173
CA $319 total
includes taxes & fees
Aug 24 - Aug 25
Charming 2-bedroom apartment in fantastic Overlea with AC
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Interior

Modern and Cozy Home in Bel Air with a Home Office and Fireplace

10.0 out of 10, Exceptional, (2)
"I appreciated how clean and pleasant it smelled! Then it was a beautiful location with lots of places to eat nearby. My only improvement would have been window curtains, especially in the master bath. "
The price is CA $299
CA $431 total
includes taxes & fees
Aug 24 - Aug 25
Modern and Cozy Home in Bel Air with a Home Office and Fireplace
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Fridge, microwave, oven, stovetop

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.8 out of 10, Exceptional, (6)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
The price is CA $1,123
CA $1,864 total
includes taxes & fees
Aug 22 - Aug 23
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Chic Towson Retreat: 4BR Getaway Near Baltimore
Exterior

Chic Towson Retreat: 4BR Getaway Near Baltimore

The price is CA $240
CA $315 total
includes taxes & fees
Aug 24 - Aug 25
Chic Towson Retreat: 4BR Getaway Near Baltimore
* Stunning New Bungalow Perfect for Everyone *
TV, fireplace, DVD player, books

* Stunning New Bungalow Perfect for Everyone *

9.8 out of 10, Exceptional, (100)
"This was our 2nd time staying at the property and everything was just perfect! The house is fully stocked, owners are very responsive, the home is very clean, and the beds are super comfy!"
The price is CA $208
CA $383 total
includes taxes & fees
Aug 28 - Aug 29
* Stunning New Bungalow Perfect for Everyone *
5-bedroom vacation home 5 minutes from historic Charlestown
Sun loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (142)
"Very beautiful with private waterfront. Roomy and clean. Like another world away ."
The price is CA $498
CA $894 total
includes taxes & fees
Sep 8 - Sep 9
5-bedroom vacation home 5 minutes from historic Charlestown
Luxury Waterfront Home Built for Entertaining!
6 bedrooms, iron/ironing board, WiFi, bed sheets

Luxury Waterfront Home Built for Entertaining!

2.0 out of 10, (1)
The price is CA $814
CA $1,287 total
includes taxes & fees
Aug 27 - Aug 28
Luxury Waterfront Home Built for Entertaining!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestnut Hill Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Stayed for a baseball tournament and was pleased with everything from check in, to check out. Clean, spacious and everything in working order. Would stay again. "
Patrick 2-night trip
Posted 1 day ago
Hampton Inn & Suites Edgewood/Aberdeen-South